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English
(−)-humulone
chemical compound
(6S)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
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Statements
instance of
type of chemical entity
0 references
subclass of
chemical compound
0 references
chemical structure
(S)-Humulone.svg
512 × 395; 22 KB
0 references
mass
362.20932406
dalton
1 reference
based on heuristic
inferred from SMILES
stereoisomer of
(+)-humulone
2 references
based on heuristic
inferred from InChIKey
based on heuristic
inferred from InChI
chemical formula
C₂₁H₃₀O₅
1 reference
stated in
PubChem
title
Humulone
(English)
retrieved
16 January 2017
PubChem CID
72625
canonical SMILES
CC(C)CC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)O)O)CC=C(C)C)O
1 reference
stated in
PubChem
title
Humulone
(English)
retrieved
16 January 2017
PubChem CID
72625
isomeric SMILES
CC(C)CC(=O)C1=C(C(=C([C@](C1=O)(CC=C(C)C)O)O)CC=C(C)C)O
1 reference
stated in
PubChem
title
Humulone
(English)
retrieved
16 January 2017
PubChem CID
72625
found in taxon
Humulus lupulus
19 references
stated in
Hop (Humulus lupulus)-derived bitter acids as multipotent bioactive compounds
stated in
Quantitative analysis of hop acids, essential oils and flavonoids as a clue to the identification of hop varieties
stated in
An improved NMR method for the quantification of alpha-acids in hops and hop products
stated in
Antioxidative activity of hop bitter acids and their analogues
stated in
Biosynthesis of bitter acids in hops. A (13)C-NMR and (2)H-NMR study on the building blocks of humulone
stated in
Biosynthetic experiments with tall plants under field conditions. 18O2 incorporation into humulone from Humulus lupulus
stated in
Bone resorption inhibitors from hop extract
stated in
Characterization of the methanolic extract of hops using capillary electrophoresis-electrospray ionization-mass spectrometry
stated in
Determination of stilbenes in hop pellets from different cultivars
stated in
Development and validation of a high-performance liquid chromatography system for the analysis of hop bitter acids
stated in
Inhibitory effect of edible plant extracts on 12-O-tetradecanoylphorbol–13-acetate-induced ear oedema in mice
stated in
Possible Involvement of Chalcone Synthase in the Biosynthesis of Bitter Acids inHumulus lupulus
stated in
Preparative separation and isolation of three α bitter acids from hop, Humulus lupulus L., by centrifugal partition chromatography
stated in
Preparative separation of bitter acids from hop extracts by centrifugal partition chromatography
stated in
Sensitive electrochemical detection method for alpha-acids, beta-acids and xanthohumol in hops (Humulus lupulus L.).
stated in
Varietal Differences in the Proportions of Cohumulone, Adhumulone, and Humulone in Hops
stated in
The Brewing Value of Bohemian and Moravian Hops from the Harvest 2008
stated in
Metabolite profiling and fingerprinting of commercial cultivars of Humulus lupulus L. (hop): a comparison of MS and NMR methods in metabolomics
stated in
Chemical Characterization of Beer Aging Products Derived from Hard Resin Components in Hops (Humulus lupulus L.).
physically interacts with
taste receptor type 2
subject has role
agonist
2 references
stated in
Three TAS2R Bitter Taste Receptors Mediate the Psychophysical Responses to Bitter Compounds of Hops (Humulus lupulus L.) and Beer
stated in
The Molecular Receptive Ranges of Human TAS2R Bitter Taste Receptors
has characteristic
bitterness
1 reference
stated in
BitterDB
Identifiers
InChI
InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m0/s1
1 reference
stated in
PubChem
title
Humulone
(English)
retrieved
16 January 2017
PubChem CID
72625
InChIKey
VMSLCPKYRPDHLN-NRFANRHFSA-N
1 reference
stated in
PubChem
title
Humulone
(English)
retrieved
16 January 2017
PubChem CID
72625
PubChem CID
72625
2 references
stated in
PubChem
title
Humulone
(English)
retrieved
16 January 2017
PubChem CID
72625
matched by identifier from
InChIKey
InChIKey
VMSLCPKYRPDHLN-NRFANRHFSA-N
SureChEMBL ID
SCHEMBL6125218
2 references
based on heuristic
inferred from InChIKey
matched by identifier from
InChIKey
InChIKey
VMSLCPKYRPDHLN-NRFANRHFSA-N
UniChem compound ID
27514758
1 reference
stated in
UniChem
SPLASH
splash10-0006-0091000000-f6fc7f1439b2b309edcf
0 references
splash10-03dl-0049000000-282fb3f7e0f73d2a7eb9
0 references
splash10-03di-0009000000-6c29bc81939d2f3fb0c9
0 references
DSSTox substance ID
DTXSID601019084
1 reference
matched by identifier from
InChIKey
InChIKey
VMSLCPKYRPDHLN-NRFANRHFSA-N
KNApSAcK ID
C00061156
2 references
based on heuristic
inferred from InChIKey
matched by identifier from
InChIKey
InChIKey
VMSLCPKYRPDHLN-NRFANRHFSA-N
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